Water → HCID 59367709, compound

HRID 515563Notes

Reaction equation

HRID 515563 reaction equation
C([O-])(=O)C.[Na+].[F:6][C:7]1[CH:12]=[CH:11][C:10]([C:13](=[O:21])[CH2:14][C:15]2[CH:20]=[CH:19][N:18]=[N:17][CH:16]=2)=[CH:9][CH:8]=1.[Br:22]Br.O>C(O)(=O)C>[Br:22][CH:14]([C:15]1[CH:20]=[CH:19][N:18]=[N:17][CH:16]=1)[C:13]([C:10]1[CH:9]=[CH:8][C:7]([F:6])=[CH:12][CH:11]=1)=[O:21]

Participants

6

Reactant 4

HCID 962WaterHCID 24408BromineHCID 517045Sodium AcetateHCID 59367711HCID 59367711, compound

Product 1

HCID 59367709HCID 59367709, compound

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent2×

Procedure

0.70 g (5.2 mmol) of sodium acetate is added to a solution of 1.02 g (4.70 mmol) of 1-(4-fluorophenyl)-2-pyridazin-4-ylethanone in 20 ml of acetic acid and then 0.26 ml (5.2 mmol) of bromine in solution in a few ml of acetic acid is added dropwise (slight exotherm). After 30 minutes at ambient temperature, the reaction medium is cooled and 60 ml of water are added. The product is extracted with diethyl ether. The cooled organic phase is washed with an aqueous solution of sodium hydrogen carbonate, dried over sodium sulfate and filtered.

Workup

  1. temperaturethe reaction medium is cooled
  2. extractionThe product is extracted with diethyl ether
  3. washThe cooled organic phase is washed with an aqueous solution of sodium hydrogen carbonate
  4. dry with materialdried over sodium sulfate
  5. filtrationfiltered

Sources & evidence

ORD record
ord-d53843e879a54ba8b9e1ee27d7b89cfd
Source dataset
uspto-grants-2015_08
Patent number
US09108971B2

Reaction notes

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